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Search results; Over 1,000 homes in Madison

Top guest favourite

Farm stay in Madison

Madison Nature Getaway

1 bedroom, 2 beds, 1 private bathroom

19–24 Jul

$835 SGD for 5 nights

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4.98 out of 5 average rating, 225 reviews

Guest favourite

Home in Woolford

Gorgeous Waterfront, Beach, Pool, Pets- 7 Bd /5ba

7 bedrooms, 13 beds, 5 bathrooms

29 Aug – 3 Sept

$9,821 SGD for 5 nights

4.98 out of 5 average rating, 87 reviews

Guest favourite

Place to stay in Cambridge

Wye Three Oaks

2 bedrooms, 4 beds, 1 bathroom

25–30 Jul

$1,492 SGD for 5 nights

4.96 out of 5 average rating, 96 reviews

Guest favourite

Home in Woolford

"Endless Summer" on the Chesapeake!

4 bedrooms, 7 beds, 2.5 bathrooms

17–22 Aug

$6,433 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Home in Madison

Madison Bay Club House

3 bedrooms, 7 beds, 2.5 bathrooms

27 Aug – 1 Sept

$2,533 SGD for 5 nights

5.0 out of 5 average rating, 49 reviews

Top guest favourite

Home in Woolford

Starboard on McKeil Point, w/heated pool & hot tub

6 bedrooms, 11 beds, 4.5 bathrooms

5–10 Sept

$9,234 SGD for 5 nights

4.99 out of 5 average rating, 141 reviews

Top guest favourite

Home in Cambridge

Relaxing Retreat on the Hudson

5 bedrooms, 5 beds, 2 bathrooms

24–29 Aug

$2,065 SGD for 5 nights

4.96 out of 5 average rating, 72 reviews

Top guest favourite

Home in Cambridge

Sunset Breezes - quiet waterfront retreat

3 bedrooms, 5 beds, 2 bathrooms

23–28 Aug

$3,229 SGD for 5 nights

4.99 out of 5 average rating, 218 reviews

Top guest favourite

Home in Woolford

Newly Renovated Modern 3 bed 2 bath Water Front

3 bedrooms, 3 beds, 2 bathrooms

18–23 Jul

5.0 out of 5 average rating, 246 reviews

Superhost

Home in Woolford

Eastern Shore Waterfront-Pier, Kayaks, FirePit

2 bedrooms, 4 beds, 1 bathroom

26–31 Jul

$2,391 SGD for 5 nights

Top guest favourite

Home in Woolford

Waterfront Getaway with Dock

3 bedrooms, 4 beds, 2 bathrooms

23–28 Aug

$1,675 SGD for 5 nights

4.94 out of 5 average rating, 187 reviews

Top guest favourite

Home in Cambridge

Chesapeake Sunset Cottage

2 bedrooms, 2 queen beds, 2 bathrooms

11–16 Aug

$3,686 SGD for 5 nights

4.97 out of 5 average rating, 104 reviews

Home in Cambridge

Family and Pet-Friendly, Waterfront with Pier

4 bedrooms, 5 beds, 1.5 bathrooms

27 Sept – 2 Oct

$2,284 SGD for 5 nights

Home in Cambridge

Amazing Everything!

4 bedrooms, 4 beds, 4.5 bathrooms

19–24 Jul

$4,179 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Taylors Island

Holliday House

3 bedrooms, 6 beds, 1.5 bathrooms

20–25 Jul

$1,193 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews

Guest favourite

Cabin in Lusby

Waterfront Log Cabin: Deep Work & Nature Retreat

3 bedrooms, 4 beds, 2 bathrooms

26–31 Jul

$1,679 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Room in Cambridge

Waterfront Room at Happy Campers

1 queen bed, 1 bathroom

20–25 Jul

$944 SGD for 5 nights

5.0 out of 5 average rating, 61 reviews

Guest favourite

Houseboat in Cambridge

Loveboat, Where Love Meets The Waves.

1 bedroom, 1 bed, 1 bathroom

29 Jul – 3 Aug

$1,066 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews

Top guest favourite

Home in Cambridge

Serene getaway with great waterfront views!

3 bedrooms, 5 beds, 2.5 bathrooms

27 Jul – 1 Aug

$4,858 SGD for 5 nights

5.0 out of 5 average rating, 41 reviews